Holiday rentals with a fireplace in Historic District, St. Augustine

4.94 out of 5 average rating, 295 reviews

Super4 bedrooms, walk everywhere, free parking.

A beautiful Victorian-style home built in 1915 and completely renovated in 2018. Located two blocks from the St. Augustine historic district with its bars, world-renown restaurants and shopping. 4 bedrooms, 2 new bathrooms, new kitchen. The front porch, complete with rocking chairs, is perfect for relaxing with a glass of wine after a long day of sightseeing. The location is terrific, and the house has all the amenities and toiletries you need. Pet fee is $40 per dog per stay (max of 2 dogs).

Bungalow in St. Augustine

4.98 out of 5 average rating, 119 reviews

Huge Yard with Marsh Views! | Minutes to Beach/DT!

Welcome to the best view in St Augustine! This 3BR, 2BA bungalow is the perfect way to experience the city. Bike rentals and the trolley are only a minutes walk. Be free to soak in the marsh views that change with the tide while you sip your morning coffee. With a BBQ, fully stacked kitchen, and board games you may never want to leave! Nestled just outside of downtown, this location is ideal for those who want spacious living and serenity, but have the option to be at the beach or DT in minutes.

4.97 out of 5 average rating, 238 reviews

Private Romantic Old Florida Style Cottage

Private Romantic Cottage in flower filled garden with mature trees. Cathedral ceiling, fireplace, full kitchen, large shower with two shower heads, queen bed, lots of off street parking, two large decks, outdoor shower, maple wood floor. A perk: Free parking Spot Close to Downtown included at a different property. You have this entire property to yourself. In the serene Historic Fullerwood Neighborhood. Beautiful architectural details make this a memorable place to stay. Perfect for couples.

4.97 out of 5 average rating, 259 reviews

Home in Treasure Beach

St Augustine Beachside Home - Walk to Beach

Time to Relax at our St Augustine canal front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with a less than 10 minute . walk, depending on pace, to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

4.84 out of 5 average rating, 196 reviews

Flat in St. Augustine

Old Town "Cincinnati"

This plush and artsy Uptown studio (“The Cincinnati”) has a King bed and can sleep a third on its futon! It is just a few blocks to uptown restaurants and shops, and walking distance to the "old town" shopping, dining and historical sites. You will love the artistic euro decor, updated stylish bathroom, easy location, historic neighborhood, easy free parking, 40-amp EV charging in the back, magical outdoor spaces, the comfy HUGE bed and Complimentary coffee and tea! Dog fee of $25 cash

4.94 out of 5 average rating, 199 reviews

HistoricLuxury•Designer Kitchen&Baths•Walk&Trolley

No Cleaning Fee! 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet! Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

4.9 out of 5 average rating, 152 reviews

Luxury Vacation Experience Getaway

Beautiful Single-family home less then 5 minutes from Historic Downtown Saint Augustine. Get the Best of both worlds with all the Amenities of Downtown and the beach but without the Hussle and Bussle of intown parking and crowds. Our luxury home has you just a 8-minute drive from all Historic downtown has to offer and less then 10 minutes to Saint Augustine's beautiful beaches. Look no further for your get away stay! Weve already planned the perfect accommodations for you!

4.91 out of 5 average rating, 162 reviews

Flat in St. Augustine

Cozy Uptown Guest House

Located within the historic Fullerwood neighborhood in Uptown St. Augustine is this charming guest house perfect for couples, families or small groups. Inside you will find spacious living, a modern kitchen, a king bedroom with a workspace and ensuite, while outside is a patio with alfresco dining, a grill, fire pit and coveted off-street parking. Stay just a short drive or bike ride into town and Vilano Beach, with coffee and restaurants within walking distance.

Apartment in Treasure Beach

5 out of 5 average rating, 107 reviews

Boutique Beachside condo with easy access to beach

Skipper’s Hideaway is a charming beachside retreat that sleeps up to six, with a king bed, queen sofa pull-out, and twin daybed with trundle. Located on the ground floor for easy access, the condo offers a partial Atlantic Ocean view from the living room window. Just steps from Crescent Beach, this peaceful spot is perfect for relaxing. For more excitement, the shops, restaurants, and nightlife of downtown St. Augustine are only a 15-minute drive away.

4.99 out of 5 average rating, 185 reviews

Fun & Artsy 3BR/2BACottage in Downtown St. Aug

Discover serenity in this charming, hidden gem nestled in a quaint downtown neighborhood. A short stroll will lead you to vibrant festivals at Francis Field and St. Augustine's finest dining, bars, tours, and more. Art, music, and local culture are woven into the very fabric of this locale. Whether you're unwinding with a movie, savoring morning coffee in the backyard, or lounging on the front patio, we've curated the perfect escape.

5 out of 5 average rating, 200 reviews

Villa in St. Augustine

Quiet Villa

Nestled just across the Bridge of Lions on Anastasia Island, this peaceful retreat welcomes you in. Newly renovated duplex, the space is fresh, open and natural light pours in providing a tranquil feel. Centrally located, the site is a short walk over the bridge to Historic downtown or stay on the island where nearby restaurants, Lighthouse Park, Alligator Farm and Anastasia State Park await your visit.